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Caribbean Islands

$96+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:23 pm
ISP
-
SJU
1 stop29h 30m
Frontier
Mon 3/23:53 am
SJU
-
ISP
1 stop29h 47m
Frontier
Deal found 2/2$174
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/232:17 pm
ISP
-
SJU
1 stop11h 08m
Frontier
Wed 2/255:25 pm
SJU
-
ISP
1 stop22h 14m
Frontier
Deal found 2/1$183
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:23 pm
ISP
-
SJU
1 stop27h 31m
Frontier
Wed 2/255:25 pm
SJU
-
ISP
1 stop22h 14m
Frontier
Deal found 2/2$192
This CheapOair deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:34 pm
ISP
-
SJU
1 stop8h 09m
Frontier
Fri 2/273:53 am
SJU
-
ISP
1 stop8h 13m
Frontier
Deal found 2/3$208
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:23 am
ISP
-
SJU
1 stop24h 31m
Frontier
Fri 2/273:53 am
SJU
-
ISP
1 stop8h 13m
Frontier
Deal found 2/2$213
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:34 pm
ISP
-
SJU
1 stop10h 19m
Frontier
Mon 3/23:53 am
SJU
-
ISP
1 stop29h 47m
Frontier
Deal found 2/1$218
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:45 am
ISP
-
SJU
1 stop6h 48m
Frontier
Thu 4/167:15 am
SJU
-
ISP
1 stop7h 40m
Frontier
Deal found 2/2$227
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:43 am
ISP
-
SJU
1 stop8h 23m
Frontier
Thu 3/126:30 am
SJU
-
ISP
1 stop9h 43m
Frontier
Deal found 2/2$230
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:23 pm
ISP
-
SJU
1 stop29h 30m
Frontier
Sun 3/83:19 pm
SJU
-
ISP
1 stop21h 14m
Frontier
Deal found 1/31$247
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:03 pm
ISP
-
SJU
1 stop9h 40m
Frontier
Tue 2/2411:07 am
SJU
-
ISP
1 stop22h 33m
Frontier
Deal found 2/1$248
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:00 am
ISP
-
PUJ
1 stop25h 30m
JetBlue
Wed 3/113:31 pm
PUJ
-
ISP
1 stop17h 24m
JetBlue
Deal found 2/2$418
This KAYAK deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:34 pm
ISP
-
MBJ
1 stop12h 07m
JetBlue
Wed 4/298:41 am
MBJ
-
ISP
1 stop9h 58m
JetBlue
Deal found 2/2$455

Find flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated February 3, 2026.

Round-trip from

$174
(CheapOair)

One-way from

$96
(CheapOair)

Popular in

December

Cheapest in

May

Average price

$290
From Islip Long Island to Caribbean Islands
Search Deals
One-way flight from Islip Long Island to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 2/26

3:34 pm-12:43 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Tue 3/3

5:25 pm-8:40 am

1 stop16h 15m

$183

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 4/13

4:01 pm-2:01 am

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:15 am-2:55 pm

1 stop7h 40m

$192

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/23

3:59 pm-12:43 am

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Wed 2/25

3:53 am-2:39 pm

1 stop11h 46m

$192

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sat 4/11

8:39 pm-7:56 am

1 stop11h 17m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:15 am-2:55 pm

1 stop7h 40m

$192

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Thu 2/26

3:34 pm-12:43 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Fri 2/27

3:53 am-11:06 am

1 stop8h 13m

$208

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Mon 2/23

8:23 am-9:54 am

1 stop24h 31m

San Juan Luis Munoz Marin Intl

Fri 2/27

3:53 am-11:06 am

1 stop8h 13m

$213

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 2/27

5:07 pm-2:25 am

1 stop8h 18m

San Juan Luis Munoz Marin Intl

Tue 3/3

5:25 pm-8:40 am

1 stop16h 15m

$218

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Fri 4/17

4:07 pm-3:37 pm

1 stop23h 30m

San Juan Luis Munoz Marin Intl

Wed 4/22

6:30 am-9:13 am

1 stop26h 43m

$227

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 4/12

5:45 am-12:02 am

1 stop18h 17m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:15 am-2:55 pm

1 stop7h 40m

$227

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

Sun 2/22

8:33 am-2:53 am

1 stop17h 20m

San Juan Luis Munoz Marin Intl

Thu 2/26

5:25 pm-2:39 pm

1 stop22h 14m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 60 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $59). Flying from Islip, New York to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated February 3, 2026.
Read through reviews of airlines operating flights from Islip to Caribbean Islands, such as Delta and JetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,138 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,138 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,893 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Boarding

8.1

Overall

7.9

Comfort

7.9

Entertainment

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Islip, New York to Caribbean Islands?

    For as low as $183, Frontier can have you in Caribbean Islands from Islip, New York in 8h 09m. The distance between Islip, New York and Caribbean Islands is about 1599 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Islip, New York to Caribbean Islands?

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Santo Domingo Las Americas or Islip Long Island - Nassau Intl as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

    Currently, February is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $59). Flying from Islip, New York to Caribbean Islands in August is currently the most expensive (average of $138). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Islip to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Islip to Caribbean Islands

Discover the top 4 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$216Average$344FlexibilityNo cancel feeOn-time62%
DeltaCheapest$350Average$402FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$367Average$535FlexibilityNo cancel feeOn-time63%

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